When I shot street portraits during New Year’s Eve in Wellington I had some moments when I encountered people that I would usually regard as “difficult to shoot” because their outer appearance is “scary” and doesn’t invite to asking them if they agree to having their portrait taken.

I am far from being a bold street photographer. I will never become a second Bruce Gilden. Gilden is an example for an “into the face” street photographer who doesn’t have any inhibitions at taking peoples’ pictures. I find it difficult to get into the flow and to convince myself to take the first step of approaching people to take their picture. I actually find it easier to shoot a person with who I have an appointment for a photo shoot because in that case the question “does he/she want it or not” has already been answered. But of course that approach doesn’t have the spontaneity that you find in street portraits.

So what about the “difficult ones”? During the NYE shooting I remember shooting two people that I found difficult to approach. One was the bouncer at a party establishment, the other one was a guy who was sitting on the edge of a flower bed in Wellington’s pedestrian zone. He was heavily tattooed, made a brooding impression and and it felt as if he would not be very approachable. But man, he looked interesting!!

I was lucky because I was in the flow. I had been shooting for half an hour and it had been fun and I had enjoyed this experience a lot. People were friendly, easy to approach, often a little drunk but not completely pissed, so I was in a real nice photographic flow.

So I just went over to him and knelt in from of him, holding my big Nikon D850 DSLR camera and asked him “would it be ok if I took your picture?” He looked at me and answered in a relaxed way “Sure, no problem.” He took his cigarette, had a deep drag and stared broodingly straight ahead. I was more than surprised. I made use of the kneeling pose that I had taken in from of him and shot him right from where I was in front of him. So I had this slightly lower perspective that helped with the expression of the picture.

The experience with this picture showed a very simple photographic rule. “You never know before you ask people”. And that is certainly an encouragement for a slightly more daring approach to taking street portraits.

What helped me very much was “the flow” I was in. I think it might be a good idea of describing this experience and how it evolved on that particular evening a little more in depth. I will do that soon in a separate article.